191658. lajstromszámú szabadalom • Eljárás cefém-karbonsav-származékok előállítására
1 191 65S 2 4,84 (1H, D, J = 13 Hz, C//2OCO) 4.05 (3H, M, C//2NH3+ és CZ/2SO) 3.75 (1 H, D, J = 17 Hz, C//2SO) 1.45 (6H, 2S, (C//3)2C). SR 42 582 NMR-spektruma (104) 250 MHz-en: 6 (ppm) 8.80 (2H, S.e., CH2N//2+CH3) 8,77 (1H, D, J = 9 Hz, CON//) 7.75 (3H, M, aromás H) 6.95 (1H, S, H tiazol) 6.00 (1H, DD, Ji = 9 Hz, J2 = 4 Hz,//7) 5.45 (1H, D, J = 13 Hz,C//20C0) 5.00 (1H, D, J = 4 Hz,//6) 4,86 (1H, D, J = 13 Hz, CZ/2OCO) 4,25 (2H, M, C//2N//2+CH3) 4,10 (1H, D, J = 17 Hz, C//2SO) 3.74 (1H, D, J = 17 Hz, C//2SO) 2,58 (3H, M, CH2NH2+C//3) 1.45 (6H,2S,(C//3)2C). SR 42 583 NMR-spektruma (105) 250 MHz-en: Ő (ppm) 10,70 (1H,S, aromás N//CO) 8.70 (2H, S e., CH2N//2+CH3) 8.68 (1H, 0,1 = 9 Hz, CONZT) 8,16 (1H, S, aromás H 2'-helyzetben) 7.92 (1H, D, J = 8 Hz, aromás H ó'-helyzetben) 7,66 (IH, D, J = 8 Hz, aromás H 4'-heIyzetben) 7,50 (IH, T, J = 8 Hz, aromás H 5'-helyzetben) 6.95 (1H,S,// tiazol) 6.00 (1H, DD, Jj = 9 Hz, J2 = 4 Hz,Z/7) 5.45 (lH,D,J = 13Hz,CH2OCO) 5.00 (1H,D,J = 4Hz,//6) 4,82 (1H, D, J =13 Hz, CZ/2OCO) 4,02 (1H, D, J = 17 Hz, C//2SO) 3,90 (2H, M, C//2NH+CH3) 3.74 ( 1 H, D, J = 17 Hz, C//2SO) 2.60 (3H, M, CH2NH2+C//3) 1.45 (6H,2S,(C//3)2C). SR 42 584 NMR-spektruma (106) 250 MHz-en: 6 (ppm) 10.80 (1H, S, aromás N//CO) 8.70 (3H, M,CH2N//2+CH3 és CON//) 7.92 (2H, D, J = 8 Hz, aromás// 2'- és 6'-helyzetben) 7.69 (2H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben) 6.95 (1H,S, //tiazol) 6.00 ( 1 H, DD, J! = 9 Hz, J2 = 4 Hz, //7) 5,42 (1H, D, J = 13 Hz, C//2OCO) 5.00 (1H,D, J = 4Hz,//6) 4.81 (1H,D, J = 13Hz,C/í2OCO) 4.05 (1H, D, J = 17 Hz, C//2SO) 3.95 (2H, M, C//2NH2+CH3) 3.75 (1H, D, ,T = 17 Hz, C//2SO) 2,62 (3H, M, CH2NH2+C//3) 1.45 (6H, 2S, (C//3)2C). SR 42 585 NMR-spektruma (107) 250 MHz-en: Ô (ppm) 9.95 (1H.S, aromás N//CO) 8.75 (1H, D, J =9 Hz, CONZ/) 8.05 (3H, S.e., CH2N//3+) 7.61 (1H, D, J = 8 Hz, aromás H 6'-helyzetben) 7,52 (1H,D, J = 8 Hz, aromás H 4*-helyzetben) 7,31 (1H, T, J = 8 Hz, aromás// 6'-helyzetben) 6.96 (Hi S,//tiazol) 6.00 (1H, DD,Jj = 9Hz, J2 = 4Hz,//7) 5,40 (1H, D, J = 13 Hz, C//2OCO) 5.00 (1H, D, J = 4 Hz, H6) 4.81 (1H, D, J = 13 Hz, C//2OCO) 4.05 (1H, D, J =17 Hz,C//2SO) 3.81 (2H, M, C//2NH3+) 3.72 (1H, D, J = 17 Hz, C//2SO) 2.28 (3H, S, aromás CH3) 1.45 (6H, 2S, (C//3)2C. SR 42 586 NMR-spektruma (108) 250 MHz-en: Ô (ppm) 9.75 (1H,S, aromás N//CO) 8.70 (1H, D, J = 9 Hz, CON//) 7.70 (3H, S.e.,CH2CH2N//3+) 7,60 (1H, D,J = 8 Hz, aromâç//ő’-helyzetben) 7,50 (1H, D, J = 8 Hz, aromás H 4'-helyzetben) 7.25 (1H,T,J=8 Hz, aromás H 5 '-helyzetben) 6.95 (1H,S, //tiazol) 6.00 (1H, DD, Jj = 9 Hz, J2 = 4 Hz, Z/7) 5,^9 (1H,D,J = 13Hz,C//2OCO) 5.00 (1H, D, J = 4Hz,//í) 4.82 (1H, D, J = 13 Hz, C//2OCO) 4.05 (1H, D, J = 17 Hz, C//2SO) 3.72 (1H, D, J = 17 Hz, CH2SO) 3.02 (2H, M, CH2C//2NH3+) 2,69 (2H, T, J = 7 Hz, CZ/jCl^NH^ 2.29 (3H, S, aromás C//3) 1.45 (6H, 2S, (C//3)2C). SR 42 587 NMR-spektruma (109) 250 MHz-en: Ő (ppm) 12.70 (1 H, S.e., N//CO tiazol) 3,79 (1H, D, J = 9 Hz, CONZ/) 8,08 (1H, S, tiazol 3-H) 7.75 (3H, S.e., CH2N//3+) 6.98 (1H, S. H tiazol) 6.00 (1H, DD, J, = 9 Hz, J2= 4 Hz,//7) 5,37 (1H, D, i = 13 Hz, C//2OCO) 5.00 (1H,D,J = 4Hz,//6) 4,81 (iH, D,J = 13Hz,C//2OCO) 4.03 (IH, D, J = 17 Hz,C//2S0) 3,68 (IH, D, J = 17 Hz, C//2SO) 3.06 (2H, M, CH2CZ/2NH3+) 2,77 (2H, T, J = 7 Hz, C//2CH2NH3+) 1.45 (6H, 2S, (C//3)2C). SR 42 657 NMR-spektruma (110) 250 MHz-en: 5 (ppm) 8.70 (1 H, D, J = 9 Hz, CON//) 7.96 (5H,M, aromás H 2'-és 6'-helyzetben, és CH2N//3+) 7.55 (2H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben) 6.95 (IH, S,H tiazol) 6.00 (IH, DD, J, = 9 Hz, J2 = 4 Hz, H7) 5.46 (1H,D,J = 13 Hz, C//2OCO) 4.99 (1HTD, J = 4Hz,//6) 4,84 (IH, D, J = 13 Hz,C//2OCO) 4.06 (IH, D, J = 17 Hz, CZ/2S0) 3,74 (IH, D, J = 17 Hz, C//2SO) 3.55 (2H, Se.e., C//2NH3+) 3.25 (3H, S.e., NC//3) 1,45 (6H, 2S, (C//3)2C). SR 42 658 NMR-spektruma (111) 250 MHz-en: 6 (ppm) 10,50 (IH, Se.e., aromás NZ/CO) 8.95 (1 H, D, J = 9 Hz. CON//) 7,89 (2H, D, J = 8 Hz, aromás // 2'- és 6'-helyzetben) 7.71 (2H, D, J = 8 Hz, aromás H 3'- és 5'-helyzetben) 6.96 (1H,S,// tiazol) 5 10 15 20 25 30 35 40 45 50 55 60 65 32